856908-93-5

Basic information

• Product Name: (R)-[Rh(5-phenyldibenzo[a,e]cyclooctene)(R-(+)1,1'-binaphthyl-2,2'-diamine)](OTf)
• CAS NO: 856908-93-5
• Molecular Weight: 816.705
• Mol File: 856908-93-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-[Rh(5-phenyldibenzo[a,e]cyclooctene)(R-(+)1,1'-binaphthyl-2,2'-diamine)](OTf)(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-[Rh(5-phenyldibenzo[a,e]cyclooctene)(R-(+)1,1'-binaphthyl-2,2'-diamine)](OTf)(856908-93-5)
• EPA Substance Registry System: (R)-[Rh(5-phenyldibenzo[a,e]cyclooctene)(R-(+)1,1'-binaphthyl-2,2'-diamine)](OTf)(856908-93-5)

Safety Data

• Hazardous Substances Data: 856908-93-5(Hazardous Substances Data)

Upstream product

• 2923-28-6 silver trifluoromethanesulfonate 
• 18531-95-8 (R),(+)-1,1'-binaphthalene-2,2'-diamine 
• 856662-56-1 [Rh(acetonitrile)2(5-phenyldibenzo[a,e]cyclooctene)](OTf) 

Downstream Products

• 856662-56-1 (R)-[Rh(acetonitrile)2(5-phenyldibenzo[a,e]cyclooctene)](OTf) 

Relevant articles and documents

Chiral olefins as steering ligands: Syntheses of C1-symmetric dibenzo[a,e]cyclooctenes (Rdbcot)

A simple three-step synthesis of chiral dibenzo[a,e]cyclooctenes (dbcot) starting from commercially available dibenzosuberenone was developed. These compounds give highly stable and robust rhodium(I) and iridium(I) diene complexes of the type [M(Rdbcot)(L1)(L2)] (M = Rh, Ir; L1, L2 = MeCN, Cl, diamine, chloride). The complex [Rh((R)-Phdbcot)((R)-(+)-1,1′-binaphthyl-2,2′-diamine)] +OTf- could be obtained in enantiomerically pure form and catalyzes the enantioselective 1,2-addition of PhB(OH)2 to α,β-unsaturated ketones with good activity and acceptable enantiomeric excess (62%). The iridium complex [Ir(phdbcot)-(MeCN) 2]+OTf- catalyzes the hydrogenation of dimethylitaconate with good activity, while the rhodium complexes are almost inactive. Likewise, the complex [Ir(phdbcot)(H2NCH 2-CH2NH2)]+OTf- serves as a rather efficient catalyst precursor with an activity 4 orders of magnitude higher than for the analogous rhodium complex. These experiments further establish the use of dienes as steering ligands in catalysis.